Is there anything cooler than celebrity looks from the ’90s? In this editor’s opinion, not really. I grew up reading stacks of magazines to uncover the outfits of everyone from Cindy Crawford to Naomi Campbell to Gwyneth Paltrow and imitated them as closely as I was able to. I recently took a turn through the ’90s photo archives, and it occurred to me just how relevant their looks are to this day—specifically their travel looks.
In fact, their outfits predicted many of the big 2020 trends on the horizon for the year ahead. Yep, we saw tailored suiting, lightweight leather separates, big bags, and Bermuda shorts—all trends that are set to be huge in the coming months. Want inspiration for how to wear them yourself? Go on to see the best ’90s celebrity airport style in 21 outfits, and get ready to repeat them.
Is there anyone more stylish than Cindy Crawford? In my opinion, not a chance. This blazer-style leather jacket couldn’t be more on trend.
Okay, Whitney Houston, I want to steal this entire outfit immediately.
Gwyneth Paltrow is mastering minimalism in this look. These simple black and gray tones are perfection.
Kate Moss proves that a simple outfit of jeans and a tee can be upgraded with a great leopard bag.
Cardigans are back in a huge way, and this look proves they’re the ultimate airport outfit staple.
Iman’s straight-leg jeans and double-breasted blazer feel very 2020.
Mariah Carey wore a slip dress and mules to the airport, and so would we.
Jeans and a white top never looked so good, Julia.
Between the Bermuda shorts, unbuttoned collared shirt, and blazer, Halle Berry is nailing some of the biggest trends of the moment with this look.
Jennifer Lopez can truly do no wrong, including this chic winter airport look with a cream sweater and jeans.
Yep, zip-up sweaters are the comfortable airport outfit staple that is also stylish.
Two words: leather blazer. Christie Brinkley, I want to repeat this entire look immediately.
With her beige suit and padded headband, Princess Diana clearly predicted some of the current trends decades ago.
When it doubt, throw on a leopard coat like Melanie Griffith.
Black on black, never done better.
Chocolate brown is the color we all have our eyes on right now.
There are so many things to love about this look from Cameron Diaz.
Knee-high boots are the one shoe style I can’t get enough of now, and here is Kate Winslet showing us how to pull them off for the airport.
